Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89874300, compound

HRID 715321Notes

Reaction equation

HRID 715321 reaction equation
Br[CH2:2][C:3]1[C:13]([Cl:14])=[N:12][CH:11]=[CH:10][C:4]=1[C:5]([O:7]CC)=O.[F:15][C:16]1[CH:33]=[CH:32][C:19]([CH2:20][O:21][C:22]2[N:27]=[CH:26][C:25]([CH:28]([NH2:30])[CH3:29])=[CH:24][C:23]=2[CH3:31])=[CH:18][CH:17]=1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:30]([CH:28]([C:25]3[CH:26]=[N:27][C:22]([O:21][CH2:20][C:19]4[CH:18]=[CH:17][C:16]([F:15])=[CH:33][CH:32]=4)=[C:23]([CH3:31])[CH:24]=3)[CH3:29])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinateHCID 89875073HCID 89875073, compound

Product 1

HCID 89874300HCID 89874300, compoundYield 92%

Procedure

The title compound is prepared in 92% yield (683 mg, colorless amorphous) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (500 mg, 1.80 mmol, Step-1 of Intermediate-1) and 1-(6-((4-fluorobenzyl)oxy)-5-methylpyridin-3-yl)ethanamine (240 mg, 0.86 mmol, Amine-71, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-a168b50acd0f4b32bda234410e8cc0ef
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

Loading…